Preparation method of reprocessable thermosetting polyesteramide (pea), and thermosetting pea prepared thereby

Abstract

A preparation method of a reprocessable thermosetting polyesteramide (PEA) includes: (1) mixing 30 to 200 parts by weight of a liquid dicarboxylic acid and 15 to 95 parts by weight of a β-hydroxyl-containing diamine compound, and heating for dissolution to obtain a reaction solution; (2) adding 0.05 to 0.5 parts by weight of a catalyst to the reaction solution, and heating under a nitrogen atmosphere to allow a reaction at 65° C. to 100° C. for 1 h to 6 h; (3) heating a reaction system obtained in step (2) to allow a reaction at 100° C. to 180° C. for 3 h to 18 h; (4) heating a reaction system obtained in step (3) to allow a reaction at 180° C. to 240° C. for 0.5 h to 4 h; and (5) cooling a reaction system obtained in step (4) to 100° C. to 180° C. A PEA prepared by the above preparation method is further provided.

What is claimed is: 
     
         1 . A preparation method of a reprocessable thermosetting polyesteramide (PEA), comprising the following steps:
 (1) mixing 30 to 200 parts by weight of a liquid dicarboxylic acid and 15 to 95 parts by weight of a β-hydroxyl-containing diamine compound to obtain a first mixture, heating the first mixture for dissolution to obtain a dissolved mixture, and stirring the dissolved mixture evenly to obtain a reaction solution;   (2) adding 0.05 to 0.5 parts by weight of a catalyst to the reaction solution to obtain a second mixture, and heating the second mixture under a nitrogen atmosphere to allow a first reaction at 65° C. to 100° C. for 1 h to 6 h to obtain a first reaction system;   (3) heating the first reaction system obtained in step (2) to allow a second reaction at 100° C. to 180° C. for 3 h to 18 h to obtain a second reaction system;   (4) heating the second reaction system obtained in step (3) to allow a third reaction at 180° C. to 240° C. for 0.5 h to 4 h to obtain a third reaction system;   (5) cooling the third reaction system obtained in step (4) to 100° C. to 180° C. to obtain the reprocessable thermosetting PEA.   
     
     
         2 . The preparation method of the reprocessable thermosetting PEA according to  claim 1 , wherein the liquid dicarboxylic acid has a structural formula of 
       
         
           
           
               
               
           
         
       
       and the β-hydroxyl-containing diamine compound has a structural formula of 
       
         
           
           
               
               
           
         
       
     
     
         3 . The preparation method of the reprocessable thermosetting PEA according to  claim 1 , wherein the catalyst comprises any one selected from the group consisting of sodium phosphite, sodium hypophosphite (SHP), and zinc acetate. 
     
     
         4 . The preparation method of the reprocessable thermosetting PEA according to  claim 1 , wherein the liquid dicarboxylic acid comprises one or more selected from the group consisting of the following structural formulas: 
       
         
           
           
               
               
           
         
       
     
     
         5 . The preparation method of the reprocessable thermosetting PEA according to  claim 1 , wherein the β-hydroxyl-containing diamine compound is 1,3-diamino-2-propanol. 
     
     
         6 . The preparation method of the reprocessable thermosetting PEA according to  claim 1 , wherein the liquid dicarboxylic acid comprises a tall oil-derived diacid. 
     
     
         7 . The preparation method of the reprocessable thermosetting PEA according to  claim 5 , comprising the following steps:
 (1) mixing 41.6 g of a tall oil-derived diacid and 6.8 g of the 1,3-diamino-2-propanol to obtain the first mixture, heating the first mixture for dissolution to obtain the dissolved mixture, and stirring the dissolved mixture evenly to obtain a reaction solution;   (2) adding 80 mg of sodium phosphite to the reaction solution to obtain the second mixture, and heating the second mixture under the nitrogen atmosphere to allow the first reaction at 80° C. for 1 h to obtain the first reaction system;   (3) heating the first reaction system obtained in step 2 to allow the second reaction at 140° C. for 12 h and then allow a fourth reaction at 180° C. for 6 h to obtain the second reaction system;   (4) heating the second reaction system obtained in step 3 to allow the third reaction at 230° C. for 2 h to obtain the third reaction system; and   (5) cooling the third reaction system obtained in step 4 to 140° C. to obtain the reprocessable thermosetting PEA.   
     
     
         8 . The preparation method of the reprocessable thermosetting PEA according to  claim 5 , comprising the following steps:
 (1) mixing 38.4 g of a tall oil-derived diacid and 6.8 g of the 1,3-diamino-2-propanol to obtain the first mixture, heating the first mixture for dissolution to obtain the dissolved mixture, and stirring the dissolved mixture evenly to obtain a reaction solution;   (2) adding 80 mg of sodium phosphite to the reaction solution to obtain the second mixture, and heating the second mixture under the nitrogen atmosphere to allow the first reaction at 80° C. for 1 h to obtain the first reaction system;   (3) heating the first reaction system obtained in step (2) to allow the second reaction at 140° C. for 12 h and then allow a fourth reaction at 180° C. for 6 h to obtain the second reaction system;   (4) heating the second reaction system obtained in step (3) to allow the third reaction at 230° C. for 2 h to obtain the third reaction system; and   (5) cooling the third reaction system obtained in step (4) to 140° C. to obtain the reprocessable thermosetting PEA.   
     
     
         9 . The preparation method of the reprocessable thermosetting PEA according to  claim 5 , comprising the following steps:
 (1) mixing 35.2 g of a tall oil-derived diacid and 6.8 g of the 1,3-diamino-2-propanol to obtain the first mixture, heating the first mixture for dissolution to obtain a dissolved mixture, and stirring the dissolved mixture evenly to obtain a reaction solution;   (2) adding 80 mg of sodium phosphite to the reaction solution to obtain a second mixture, and heating the second mixture under the nitrogen atmosphere to allow the first reaction at 80° C. for 1 h to obtain a first reaction system;   (3) heating the first reaction system obtained in step (2) to allow the second reaction at 140° C. for 12 h and then allow a fourth reaction at 180° C. for 6 h to obtain the second reaction system;   (4) heating the second reaction system obtained in step (3) to allow the third reaction at 230° C. for 2 h to obtain the third reaction system; and   (5) cooling the third reaction system obtained in step (4) to 140° C. to obtain the reprocessable thermosetting PEA.   
     
     
         10 . The preparation method of the reprocessable thermosetting PEA according to  claim 5 , comprising the following steps:
 (1) mixing 44.8 g of a tall oil-derived diacid and 6.8 g of the 1,3-diamino-2-propanol to obtain a first mixture, heating the first mixture for dissolution to obtain a dissolved mixture, and stirring the dissolved mixture evenly to obtain a reaction solution;   (2) adding 80 mg of sodium phosphite to the reaction solution to obtain a second mixture, and heating the second mixture under the nitrogen atmosphere to allow the first reaction at 80° C. for 1 h to obtain a first reaction system;   (3) heating the first reaction system obtained in step (2) to allow the second reaction at 140° C. for 12 h and then allow a fourth reaction at 180° C. for 6 h to obtain the second reaction system;   (4) heating the second reaction system obtained in step (3) to allow the third reaction at 230° C. for 2 h to obtain the third reaction system; and   (5) cooling the third reaction system obtained in step (4) to 140° C. to obtain the reprocessable thermosetting PEA.   
     
     
         11 . A reprocessable thermosetting PEA prepared by the preparation method according to  claim 1 . 
     
     
         12 . The reprocessable thermosetting PEA according to  claim 11 , wherein in the preparation method, the liquid dicarboxylic acid has a structural formula of 
       
         
           
           
               
               
           
         
       
       and the β-hydroxyl-containing diamine compound has a structural formula of 
       
         
           
           
               
               
           
         
       
     
     
         13 . The reprocessable thermosetting PEA according to  claim 11 , wherein in the preparation method, the catalyst comprises any one selected from the group consisting of sodium phosphite, sodium hypophosphite (SHP), and zinc acetate. 
     
     
         14 . The reprocessable thermosetting PEA according to  claim 11 , wherein in the preparation method, the liquid dicarboxylic acid comprises one or more selected from the group consisting of the following structural formulas: 
       
         
           
           
               
               
           
         
       
     
     
         15 . The reprocessable thermosetting PEA according to  claim 11 , wherein in the preparation method, the β-hydroxyl-containing diamine compound is 1,3-diamino-2-propanol. 
     
     
         16 . The reprocessable thermosetting PEA according to  claim 11 , wherein in the preparation method, the liquid dicarboxylic acid comprises a tall oil-derived diacid. 
     
     
         17 . The reprocessable thermosetting PEA according to  claim 15 , wherein the preparation method comprises the following steps:
 (1) mixing 41.6 g of a tall oil-derived diacid and 6.8 g of the 1,3-diamino-2-propanol to obtain the first mixture, heating the first mixture for dissolution to obtain the dissolved mixture, and stirring the dissolved mixture evenly to obtain a reaction solution;   (2) adding 80 mg of sodium phosphite to the reaction solution to obtain the second mixture, and heating the second mixture under the nitrogen atmosphere to allow the first reaction at 80° C. for 1 h to obtain the first reaction system;   (3) heating the first reaction system obtained in step 2 to allow the second reaction at 140° C. for 12 h and then allow a fourth reaction at 180° C. for 6 h to obtain the second reaction system;   (4) heating the second reaction system obtained in step 3 to allow the third reaction at 230° C. for 2 h to obtain the third reaction system; and   (5) cooling the third reaction system obtained in step 4 to 140° C. to obtain the reprocessable thermosetting PEA.   
     
     
         18 . The reprocessable thermosetting PEA according to  claim 15 , wherein the preparation method comprises the following steps:
 (1) mixing 38.4 g of a tall oil-derived diacid and 6.8 g of the 1,3-diamino-2-propanol to obtain the first mixture, heating the first mixture for dissolution to obtain the dissolved mixture, and stirring the dissolved mixture evenly to obtain a reaction solution;   (2) adding 80 mg of sodium phosphite to the reaction solution to obtain the second mixture, and heating the second mixture under the nitrogen atmosphere to allow the first reaction at 80° C. for 1 h to obtain the first reaction system;   (3) heating the first reaction system obtained in step (2) to allow the second reaction at 140° C. for 12 h and then allow a fourth reaction at 180° C. for 6 h to obtain the second reaction system;   (4) heating the second reaction system obtained in step (3) to allow the third reaction at 230° C. for 2 h to obtain the third reaction system; and   (5) cooling the third reaction system obtained in step (4) to 140° C. to obtain the reprocessable thermosetting PEA.   
     
     
         19 . The reprocessable thermosetting PEA according to  claim 15 , wherein the preparation method comprises the following steps:
 (1) mixing 35.2 g of a tall oil-derived diacid and 6.8 g of the 1,3-diamino-2-propanol to obtain the first mixture, heating the first mixture for dissolution to obtain a dissolved mixture, and stirring the dissolved mixture evenly to obtain a reaction solution;   (2) adding 80 mg of sodium phosphite to the reaction solution to obtain a second mixture, and heating the second mixture under the nitrogen atmosphere to allow the first reaction at 80° C. for 1 h to obtain a first reaction system;   (3) heating the first reaction system obtained in step (2) to allow the second reaction at 140° C. for 12 h and then allow a fourth reaction at 180° C. for 6 h to obtain the second reaction system;   (4) heating the second reaction system obtained in step (3) to allow the third reaction at 230° C. for 2 h to obtain the third reaction system; and   (5) cooling the third reaction system obtained in step (4) to 140° C. to obtain the reprocessable thermosetting PEA.   
     
     
         20 . The reprocessable thermosetting PEA according to  claim 15 , wherein the preparation method comprises the following steps:
 (1) mixing 44.8 g of a tall oil-derived diacid and 6.8 g of the 1,3-diamino-2-propanol to obtain a first mixture, heating the first mixture for dissolution to obtain a dissolved mixture, and stirring the dissolved mixture evenly to obtain a reaction solution;   (2) adding 80 mg of sodium phosphite to the reaction solution to obtain a second mixture, and heating the second mixture under the nitrogen atmosphere to allow the first reaction at 80° C. for 1 h to obtain a first reaction system;   (3) heating the first reaction system obtained in step (2) to allow the second reaction at 140° C. for 12 h and then allow a fourth reaction at 180° C. for 6 h to obtain the second reaction system;   (4) heating the second reaction system obtained in step (3) to allow the third reaction at 230° C. for 2 h to obtain the third reaction system; and   (5) cooling the third reaction system obtained in step (4) to 140° C. to obtain the reprocessable thermosetting PEA.